23116 Gilpin Point Rd

Preston, MD 21655

$374,990
Price
4
Beds
1,880 Sq. Ft.
$199 / Sq. Ft.
1,880
Sq. Ft.
$199
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Virtual Tour
Virtual Tour
Welcome home to 23116 Gilpin Point Road
Country backyard setting w/ endless possibilities.
Bright open Living room area.
Room is digitally staged.
Comfortable main living space.
Room is digitally staged.
Welcoming front entry.
Room is digitally staged.
Flexible office or guest space.
Room is digitally staged.
Custom built-In shelving and cabinets in office.
Kitchen with abundant cabinetry.
Room is digitally staged.
Bright and functional Kitchen.
Easy Kitchen-to-dining flow.
Sunny Breakfast nook with access to backyard.
Kitchen easy flow to living area.
Sunny Breakfast nook with access to backyard
Room is digitally staged.
Private owner’s retreat.
Room is digitally staged.
Generous owner’s suite in private wing.
Owner’s suite walk-in closet.
Owner’s bath with jetted corner tub.
Room is digitally staged.
Private walk-in shower.
Private en-suite vanity.
Comfortable secondary bedroom.
Room is digitally staged.
Second bedroom with great closet space.
Third bedrooms nestled in the back of house.
Third bedroom with versatile use.
Large laundry and storage area.
Room is digitally staged.
Fresh and functional full bath.
Room is digitally staged.
Separate tub for maximum privacy.
Room is digitally staged.
Generous driveway parking for plenty of parking.
Generous driveway parking for plenty of parking.
Rear exterior with Garden beds.
Backyard charm with custom Amish fence
Established garden bed. Ready for planting.
Aerial view of private setting.
Aerial view of Gilpin Point Road.
Inviting rancher nestled around mature trees.
Charming rancher on open lot.
Garden-friendly property.
Bird's eye view pf property .
Water-oriented Eastern shore living.
Easy access to beautiful Choptank River.
Peaceful Preston Setting
Property nestled near farmland.
Room for plants, pets, and play.
Mature fruit bearing trees line the front yard.
Greenhouse and outdoor space.
Private corner lot setting.
Welcome to Ganey’s Wharf on Choptank River.
Choptank River wharf access.
Picnic tables near Choptank River.
Open Vvews across the Choptank.
Peaceful views of the Choptank.
Public dock on Choptank River.
Spacious wharf parking area.
Public access at Ganey’s Wharf.
Custom floor plan.

Description

Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one floor living, privacy, history, and water oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a...Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one floor living, privacy, history, and water oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. The fenced areas, greenhouse space, storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still being convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful waterfront views. This is not just a home, it is a lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking one floor living, outdoor space, nearby river access, historic character, and everyday comfort. Truly one of the best values for amazing
Private, peaceful, and full of Eastern Shore charm, this updated rancher is an incredible opportunity for buyers seeking acreage, nearby water access, true one level living, and a setting that feels tucked away while still offering excellent regional convenience. Ideally located with access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D. C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping, this property delivers the best of both privacy and accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.
  1. Listed by Angela C Demattia • Berkshire Hathaway HomeServices PenFed Realty
    P: (240)-687-6677 angeladrealestate@gmail.com

Property Details for 23116 Gilpin Point Road

Tax ID Number
0608011176
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 06/04/2026 12:06 AM

Property Details for 23116 Gilpin Point Road

StatusActive
MLS #MDCM2007400
Days on Market3
Taxes$3,046 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1989
Lot Size1.03 AC / 44,867 SF
CountyCaroline County
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Location

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty
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Building Information for 23116 Gilpin Point Road

Stories1Year Built1989Building Size-Lot Size1.03 AC / 44,867 SF

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$2,122 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,869

Property Taxes

$254

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 23116 Gilpin Point Road

Location
Location
  • In City Limits: No
  • School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139029245
  • SchoolDistrictSource: Listing Agent
  • County: CAROLINE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Access Features: Public Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Type: River
  • Riparian Rights Y/N: No
  • Docks Count: 1
  • Dock Type and Features: Pier (Perpendicular), Ramp, Multiple Slip, Other
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Subject to DNR Permit
  • Slips Count: 2
  • Distance To Body Of Water: 5.00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $282,633
  • Year Assessed: 2026
  • County Tax: $2,986
  • Improvement Assessed Value: $236,000
  • Land Assessed Value: $65,100
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R
  • Tax Lot: 8
  • School Tax: $0
  • Tax Page Number: 411
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 0
Rooms
  • Room List: Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 1, Bathroom 1, Bathroom 2
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
Room 3
  • Room Type: Bedroom 3
  • Room Level: Main
  • Room Exists: Yes
Room 4
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
Room 5
  • Room Type: Bathroom 2
  • Room Level: Main
  • Room Exists: Yes
Room 6
  • Room Type: Bedroom 4
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,880.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 1,880.00
  • Total SQFT: 1,880.00
  • Total SQFT Source: Assessor
  • Construction Materials: Vinyl Siding
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8049/8813/2264/804988132264_512_384_WM_E_8NpUTIgiRC5nON.jpg
  • Wall and Ceiling Types: Dry Wall
  • Flooring Type: Carpet, Laminate Plank, Vinyl
  • Foundation Details: Crawl Space, Block
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 0
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Fencing: Rear, Wood, Other, Wire
  • Parcel ID: 4498097
Parking
Parking
  • Type Of Parking: Detached Carport, Driveway, Off Street
  • Driveway - # of Spaces: 10
  • Detached Carport - # of Spaces: 1.0
  • Parking Features: Gravel Driveway
Interior Features
Interior Features
  • Interior Features: Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Carpet, Ceiling Fan(s), Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Floor Plan - Traditional, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Window Treatments, Other
  • Fireplace: No
  • Appliances: Built-In Microwave, Dryer, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Washer, Water Heater
  • Accessibility Features: Other
  • Security Features: Security System
  • Door Features: French
  • Window Features: Screens
  • Virtual Tour URL Unbranded: https://my.matterport.com/show/?m=AS88bbPtKrg
Exterior Features
Exterior Features
  • Exterior Features: Exterior Lighting, Extensive Hardscape, Outbuilding(s), Flood Lights, Sidewalks, Secure Storage, Other
  • Outdoor Living Structures: Porch(es)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.ACDRealEstate.com

Property History for 23116 Gilpin Point Road

DateEvent & SourcePriceAppreciation
Jun 4, 2026

Listed (Active)

BRIGHT #MDCM2007400

$374,990—
May 27, 2026

Withdrawn

BRIGHT #MDCM2006802

—
May 15, 2026

Price Change

BRIGHT #MDCM2006802

$399,000—
DateEvent & SourcePrice
06/04/2026

Listed (Active)

BRIGHT #MDCM2007400

$374,990
05/27/2026

Withdrawn

BRIGHT #MDCM2006802

—
05/15/2026

Price Change

BRIGHT #MDCM2006802

$399,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 23116 Gilpin Point Road

Taxable ValueLand$65,100Additions$208,300Total$273,400
Tax Record2023$2,680 ($223 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,880 SqFtAbove Grade Finished SqFt1,880 SqFtStories1Lot Size44,867 SqFtStyleSingle Family ResidenceYear Built1989ZoningRCountyCAROLINEAPN08-011176Fireplace TypeHas Fireplace

Schools near 23116 Gilpin Point Road

This home is within Caroline County Public Schools.
Rating
School
Type
Grades
Distance
Preston Elementary School
Public - PK to 5
Colonel Richardson Middle School
Public - 6 to 8
Colonel Richardson High School
Public - 9 to 12
Caroline Career & Technology Center
Public - 9 to 12
Rating
School
Distance
Preston Elementary School
PublicPK to 5

Colonel Richardson Middle School
Public6 to 8

Colonel Richardson High School
Public9 to 12

Caroline Career & Technology Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 23116 Gilpin Point Road, Preston, MD 21655

23116 Gilpin Point Road is a single family home for sale in Preston, MD 21655. This property was listed for sale on June 4, 2026 by Berkshire Hathaway HomeServices PenFed Realty, it's currently listed at $374,990. It has been on the market for a total of 3 days and was last sold on September 27, 2023. This listing's school district is Caroline County Public Schools. Nearby schools include Preston Elementary School, Colonel Richardson Middle School and Colonel Richardson High School. 23116 Gilpin Point Road is a 4-bed, 2-bath, 1,880 sqft single family home built in 1989.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 06/04/2026 12:06 AM